(R)-1-{(2R,4S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-propan-2-ol

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Chemical Name:(R)-1-{(2R,4S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-propan-2-ol
CAS No.:131522-40-2
Molecular Formula:C₃₀H₄₄O₄Si
Molecular Weight:496.762
Hs Code.:

Synonyms:(R)-1-{(2R,4S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-propan-2-ol

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Chemical Property of (R)-1-{(2R,4S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-propan-2-ol

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Technology Process of (R)-1-{(2R,4S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-propan-2-ol

There total 9 articles about (R)-1-{(2R,4S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-propan-2-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

: 120341-88-0
(2S,4S,6S)-8-(O-tert-butyldiphenylsilyl)-4,6-(O-cyclohexylidene)-1,2-epoxyoctane-4,6,8-triol

: 131522-40-2
(R)-1-{(2R,4S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-propan-2-ol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; for 0.5h; Ambient temperature;
DOI:10.1248/cpb.38.2574

Reference yield:

: 933-40-4
cycloxexanone dimethyl ketal

: 131522-40-2
(R)-1-{(2R,4S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-propan-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 4 h / Ambient temperature

2: 42 percent / 80percent AcOH / tetrahydrofuran / 48 h / -5 °C

3: 83 percent / pyridine / 3 h / 0 °C

4: 94 percent / KH, methanol / diethyl ether; methanol / 1 h / 0 °C

5: 95 percent / LiAlH₄ / diethyl ether / 0.5 h / Ambient temperature

With pyridine; methanol; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; potassium hydride; acetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1248/cpb.38.2574

Reference yield:

: 125975-53-3,147220-48-2,116996-54-4
(2S)-O-(tert-butyldiphenylsilyl)-1,2-epoxybutan-4-ol

: 131522-40-2
(R)-1-{(2R,4S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-propan-2-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 1) BuLi / 1) THF, hexane, -30 deg C, 2 h, 2) THF, -20 deg C, 17 h

2: 90 percent / CaCO₃, CH₃I / acetonitrile; H₂O / 24 h / Ambient temperature

3: 91 percent / LiAlH₄, LiI / diethyl ether / 1 h / -100 °C

4: 93 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 4 h / Ambient temperature

5: 42 percent / 80percent AcOH / tetrahydrofuran / 48 h / -5 °C

6: 83 percent / pyridine / 3 h / 0 °C

7: 94 percent / KH, methanol / diethyl ether; methanol / 1 h / 0 °C

8: 95 percent / LiAlH₄ / diethyl ether / 0.5 h / Ambient temperature

With pyridine; methanol; lithium aluminium tetrahydride; n-butyllithium; pyridinium p-toluenesulfonate; potassium hydride; acetic acid; calcium carbonate; lithium iodide; methyl iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1248/cpb.38.2574